Discover Your Perfect The Roads Vacation Homes

Best Vacation Homes in The Roads

New
House
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1 Bedroom 4 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $1,949/Night 7 Nights - US $13,643
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 2152.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $508/Night 7 Nights - US $3,558
Apartment
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2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $390/Night 7 Nights - US $2,732
New
Villa
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3 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $379/Night 7 Nights - US $2,654
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 376.74 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $112/Night 7 Nights - US $786
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $260/Night 7 Nights - US $1,822
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $316/Night 7 Nights - US $2,209
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $254/Night 7 Nights - US $1,777

The Roads Luxury Rentals

Apartment
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like-icon7.0
Very Good
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $6,102/Night 7 Nights - US $42,714
Villa
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5 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $5,085/Night 7 Nights - US $35,598
House
Map-icon
7 Bedrooms 2 Baths 16 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
US $2,333/Night 7 Nights - US $16,329
House
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like-icon4.0
Average
(3 Reviews)
4 Bedrooms 4 Baths 10 Guests 2827 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,379/Night 7 Nights - US $9,656
House
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4 Bedrooms 2 Baths 8 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $1,267/Night 7 Nights - US $8,868
House
Map-icon
4 Bedrooms 4 Baths 10 Guests 2827 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,162/Night 7 Nights - US $8,133
Apartment
Map-icon
3 Bedrooms 3 Baths 8 Guests 2098.96 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,017/Night 7 Nights - US $7,119
House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
6 Bedrooms 3 Baths 16 Guests 2100 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $938/Night 7 Nights - US $6,569

The Roads Pet Friendly Vacation Rentals

Apartment
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $211/Night 7 Nights - US $1,475
star-icons-4
Apartment
Map-icon
like-icon9.6
Exceptional
(46 Reviews)
2 Bedrooms 1 Bath 4 Guests 904.17 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $197/Night 7 Nights - US $1,382
Apartment
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $217/Night 7 Nights - US $1,521
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House
Map-icon
like-icon9.3
Exceptional
(140 Reviews)
1 Bedroom 1 Bath 4 Guests 398.26 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $114/Night 7 Nights - US $798
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $155/Night 7 Nights - US $1,088
Apartment
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $228/Night 7 Nights - US $1,593
Apartment
Map-icon
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $228/Night 7 Nights - US $1,594
Apartment
Map-icon
2 Bedrooms 1 Bath 5 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $173/Night 7 Nights - US $1,210

The Roads Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $780/Night 7 Nights - US $5,461
star-icons-4
Apartment
Map-icon
like-icon8.2
Excellent
(479 Reviews)
32 Bedrooms 14 Baths 58 Guests 799.6 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $177/Night 7 Nights - US $1,239
Villa
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
3 Bedrooms 2 Baths 7 Guests 1650 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $479/Night 7 Nights - US $3,354
New
House
Map-icon
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $610/Night 7 Nights - US $4,271
House
Map-icon
5 Bedrooms 3 Baths 12 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $1,995/Night 7 Nights - US $13,965
House
Map-icon
5 Bedrooms 3 Baths 10 Guests 19375 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $390/Night 7 Nights - US $2,730
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 3 Baths 14 Guests 2309 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $797/Night 7 Nights - US $5,579
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 5 Baths 14 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $4,535/Night 7 Nights - US $31,742

Why Choose Rent By Owner for your The Roads Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit The Roads

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit the region ensures you can experience its best weather and local events, making your stay in this destination truly memorable.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy warm weather and vibrant activities in the area, making it an ideal time for a getaway. The region experiences lively crowds and bustling local events, perfect for those looking to immerse themselves in the local atmosphere.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring (March to May)

Spring is a popular season for visitors seeking pleasant temperatures and blooming scenery. This destination sees increased activity as travelers flock here for outdoor exploration and beach days, offering plentiful opportunities for memorable experiences.

Average Temperature Daytime: 80°F - Nighttime: 65°F

Off-Season Highlights

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Summer (June to August)

In the summer, the area tends to be quieter with fewer visitors, providing a more relaxed environment for your stay. The warm weather encourages outdoor pursuits and enjoying the local scenery at your own pace.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn offers cooler temperatures and less crowded beaches, making it a great time to explore without the peak season rush. You can experience the changing colors and cooler evenings that add charm to your vacation here.

Average Temperature Daytime: 78°F - Nighttime: 68°F

Weekly Weather Forecast for The Roads

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax and unwind in the sun.
  • Take advantage of lush backyard gardens or landscaped outdoor spaces for outdoor dining or gatherings.
  • Utilize outdoor grilling stations or barbecues to prepare meals al fresco.
  • Make the most of spacious patios or decks perfect for lounging and soaking up the Florida sunshine.
  • Benefit from secure and well-maintained parking areas with easy access to your rental.
  • Explore nearby walking paths or bike-friendly routes within the neighborhood for outdoor adventures.
  • Access outdoor recreational amenities such as tennis courts or community playgrounds, depending on the property.
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Family Activities

  • Miami Seaquarium: Discover a family-friendly marine attraction where you can enjoy captivating shows and learn about ocean life in this popular destination close to your vacation rental.
  • Zoo Miami: Explore one of the country's largest and most diverse zoos, offering an engaging experience for children and adults alike just a short drive from here.
  • Venetian Pool: Relax at this historic swimming pool, featuring crystal-clear waters and scenic surroundings, perfect for a fun day in the sun with your family.
  • Matheson Hammock Park: Enjoy outdoor activities such as picnicking, kayaking, or strolling along scenic trails in this tranquil park nearby, ideal for quality family time.
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Adult Activities

  • Exploring Coconut Grove:** Discover the vibrant local scene by strolling through Coconut Grove, where you can enjoy boutique shopping, cafes, and cultural landmarks just minutes from your vacation rental.
  • Dining at Bayside Marketplace:** Experience the diverse culinary offerings and lively atmosphere at Bayside Marketplace, a perfect spot for adults seeking relaxation and entertainment in this region.
  • Enjoying Miami's Art Scene:** Dive into the local arts with visits to nearby galleries and street murals, celebrating Miami’s dynamic cultural landscape right here in the area.
  • Relaxing on Nearby Beaches:** Unwind and soak up the sun at some of Miami’s renowned beaches close to here, ideal for adult travelers looking for a tranquil escape along the coast.

The Roads Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Take advantage of the area's diverse cuisine options to enjoy authentic Miami flavors right near your vacation rental.
  • Plan Outdoor Activities: Make the most of the region’s warm climate by engaging in outdoor pursuits such as beach walks or water sports here.
  • Utilize Transportation Options: Use local transit or bike rentals to easily navigate the area and discover hidden gems beyond your accommodation.
  • Connect with the Neighborhood: Immerse yourself in the local vibe by visiting nearby markets and community spots, enhancing your overall stay experience in this destination.

Transportation Options

  • Public Transit: You can utilize Miami's Metrorail and bus services to conveniently explore the area without the hassle of parking or driving.
  • Rental Cars: Renting a car provides flexibility and ease for getting around here, especially if you plan to visit nearby attractions outside the neighborhood.
  • Rideshare Services: Easy access to Uber and Lyft ensures quick and reliable transportation options for getting to local destinations within the region.
  • Bicycle Rentals: Biking is an eco-friendly way to navigate this part of Miami, allowing you to enjoy the scenery at your own pace.

Local Customs Options

  • Greeting Etiquette: When visiting the area, you’ll notice that friendly greetings and a warm smile are customary, reflecting the region’s welcoming spirit.
  • Dining Customs: Sharing meals is common here, with an emphasis on casual dining where everyone enjoys their food together in a relaxed atmosphere.
  • Respect for Personal Space: Personal space is valued, so maintaining a comfortable distance during conversations is appreciated by locals in this destination.
  • Celebration Traditions: Participating in community events or local celebrations can provide authentic insights into the area's cultural customs and vibrant lifestyle.

Frequently Asked Questions About The Roads?

2. How many vacation rentals have private pools in The Roads?

3. Which vacation homes in The Roads are best for families?

If you are looking for a family-friendly vacation home in The Roads, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in The Roads:

4. How many Rentbyowner vacation rentals are available in The Roads?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 206 in the The Roads area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Roads. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so you should review the specific property's terms on the booking page. Some rentals offer flexible cancellation options, while others may have stricter policies.

6. How do I find available vacation rentals in the region?

You can use the search filters on the booking platform to narrow down available properties based on your preferred dates, size, and amenities. It's recommended to book early for the best selection in this popular destination.

7. Are there any house rules or restrictions I should be aware of when booking here?

Each property will have its own set of house rules listed on the booking page. Be sure to read these carefully before confirming your reservation to ensure it meets your expectations.

8. What amenities are typically included with vacation rentals in this destination?

Most rentals in the surrounding area include essential amenities such as Wi-Fi, air conditioning, fully equipped kitchens, and parking. Check individual listings for detailed information about additional features.

9. How do I contact the property owner if I have questions before booking?

You can reach out directly to the property owner through the messaging system on the booking platform. Reading previous guest reviews can also give you insight into the property and host responsiveness.

The Roads Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 8 Guests 1399.31 ft²
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $293/Night 7 Nights - US $2,051
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Hotel
Map-icon
like-icon8.6
Fabulous
(1875 Reviews)
1 Bath 305.7 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $110/Night 7 Nights - US $768
House
Map-icon
3 Bedrooms 3 Baths 7 Guests 1500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $686/Night 7 Nights - US $4,801
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $157/Night 7 Nights - US $1,099
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $441/Night 7 Nights - US $3,088
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $3,121/Night 7 Nights - US $21,847
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $282/Night 7 Nights - US $1,976
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 5 Baths 12 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,679/Night 7 Nights - US $11,752